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Palladium-catalysed intermolecular asymmetric Heck reactions were performed on 2,2-diethyl-2,3-dihydrofuran using chiral diphosphine and phosphinamine ligands. The steric effect of increased bulk at the 2-position was examined for phenylations and cyclohexenylations and lower chemical yields, but similar enantioselectivities were obtained compared to the 2,2-dimethyl analogue. The optimum ee for phenylation...
The palladium catalysed asymmetric cyclohexenylation of 2,2-dimethyl-2,3-dihydrofuran is described. Use of this substrate allowed for an easy and direct comparison of a range of ligands in this reaction. The ligands employed included BINAP and phosphinamines and enantioselectivities of up to 97% were obtained with tert-leucinol-derived diphenylphosphinoaryloxazolines.
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